6′-(3-chlorophenyl)-2′-ethoxy-3,4′-bipyridine-3′-carbonitrile as antimicrobial compounds
A 6′-(3-chlorophenyl)-2′-ethoxy-3,4′-bipyridine-3′-carbonitrile compound, its synthesis, and its use as an antimicrobial agent.
1. A 6′-(3-chlorophenyl)-2′-ethoxy-3,4′-bipyridine-3′-carbonitrile compound having the formula I:
wherein R is ethyl.
2. The 6′-(3-chlorophenyl)-2′-ethoxy-3,4′-bipyridine-3′-carbonitrile compound of claim 1 , wherein the 6′-(3-chlorophenyl)-2′ethoxy-3,4′-bipyridine-3′-carbonitrile compound is formed as crystals.
3. A pharmaceutically acceptable composition comprising a therapeutically effective amount of the 6′-(3-chlorophenyl)-2′-ethoxy-3,4′-bipyridine-3′-carbonitrile compound of claim 1 and a pharmaceutically acceptable carrier.
4. A method of treating a microbial infection in a patient comprising administering to a patient in need thereof a therapeutically effective amount of the 6′-(3-chlorophenyl)-2′-ethoxy-3,4′-bipyridine-3′-carbonitrile compound of claim 1 .
5. The method of treating the microbial infection of claim 4 , wherein the microbial infection is caused by one or more bacteria or fungi.
6. The method of treating the microbial infection of claim 5 , wherein the microbial infection is caused by one or more gram positive bacteria, one or more gram negative bacteria, one or more fungi, or a combination thereof.
7. The method of treating the microbial infection of claim 6 , wherein the one or more gram positive bacteria are Bacillus cereus, Staphylococcus aureus , or a combination thereof.
8. The method of treating the microbial infection of claim 6 , wherein the one or more gram negative bacteria are Pseudomonas aeruginosa, Escherichia coli , or a combination thereof.
9. The method of treating the microbial infection of claim 6 , wherein the one or more fungi are Aspergillus flavus, Chrysosporium keratinophilum , or a combination thereof.
10. A method of making the 6′-(3-chlorophenyl)-2′-ethoxy-3,4′-bipyridine-3′-carbonitrile compound of claim 1 , the method comprising:
adding a mixture of 1-(3-chlorophenyl)ethan-1-one and 3-pyridine carboxaldehyde to a solution of sodium ethoxide in an absolute ethanol with stirring to obtain a first reaction mixture;
adding malononitrile to the first reaction mixture to obtain a second reaction mixture;
irradiating the second reaction mixture followed by cooling to room temperature to obtain a solid precipitate;
purifying the solid precipitate by filtering and recrystallization using the absolute ethanol; and
obtaining the 6′-(3-chlorophenyl)-2′-ethoxy-3,4′-bipyridine-3′-carbonitrile compound.
11. The method of making the 6′-(3-chlorophenyl)-2′-ethoxy-3,4′-bipyridine-3′-carbonitrile compound of claim 10 , wherein the first reaction mixture is stirred for about 15 minutes.
12. The method of making the 6′-(3-chlorophenyl)-2′-ethoxy-3,4′-bipyridine-3′-carbonitrile compound of claim 10 , wherein the irradiating step is conducted in an MW oven and lasts for about 5 minutes.
13. The method of making the 6′-(3-chlorophenyl)-2′-ethoxy-3,4′-bipyridine-3′-carbonitrile compound of claim 10 , wherein the compound is obtained in a yield of about 75%.
14. The method of making the 6′-(3-chlorophenyl)-2′-ethoxy-3,4′-bipyridine-3′-carbonitrile compound of claim 10 , wherein the 1-(3-chlorophenyl)ethan-1-one, 3-pyridine carboxaldehyde, and malononitrile can be added in a 1:1:1 molar ratio.